Litcius/Paper detail

Iron-Catalyzed Metal–Ligand Cooperative Approach toward Sustainable Synthesis of Azines and <i>N</i>-Acylhydrazones in Air

Rakesh Mondal, Amit Kumar Guin, Subhajit Chakraborty, Nanda D. Paul

2022The Journal of Organic Chemistry18 citationsDOI

Abstract

Herein, we describe a metal–ligand cooperative approach for the sustainable synthesis of various aldazines, ketazines, and N-acylhydrazones via dehydrogenative functionalization of alcohols with hydrazine hydrate using a simple, easy-to-prepare iron catalyst featuring a redox noninnocent tridentate arylazo backbone. Our catalyst is compatible with both primary and secondary alcohols to produce a wide variety of substituted aldazines, ketazines, and N-acylhydrazones in good isolated yields in air. A series of control experiments are performed to elucidate the reaction mechanism.

Topics & Concepts

Hydrazine (antidepressant)CatalysisChemistryLigand (biochemistry)HydrateCombinatorial chemistryMetalRedoxPrimary (astronomy)Organic chemistryPhysicsReceptorAstronomyChromatographyBiochemistryAsymmetric Hydrogenation and CatalysisNanomaterials for catalytic reactionsCatalytic C–H Functionalization Methods